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17641-08-6

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Basic Information
CAS No.: 17641-08-6
Name: 2-CHLORO-N-(3-METHOXY-PHENYL)-ACETAMIDE
Article Data: 67
Molecular Structure:
Molecular Structure of 17641-08-6 (2-CHLORO-N-(3-METHOXY-PHENYL)-ACETAMIDE)
Formula: C9H10ClNO2
Molecular Weight: 199.637
Synonyms: m-Acetanisidide,2-chloro- (8CI);2-Chloro-N-(3-methoxyphenyl)acetamide;N-(3-Anisyl)chloroacetamide;N-Chloroacetyl-3-methoxyaniline;acetamide, 2-chloro-N-(3-methoxyphenyl)-;
Density: 1.264 g/cm3
Boiling Point: 371.9 °C at 760 mmHg
Flash Point: 178.7 °C
PSA: 38.33000
LogP: 1.94550
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Conditions
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With methyllithium lithium bromide In diethyl ether at -78℃;94%
With methyllithium; lithium bromide In diethyl ether at -78℃; for 0.5h; chemoselective reaction;94%
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Conditions
ConditionsYield
In tetrahydrofuran at 0 - 10℃; for 3h;92%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 1h; Inert atmosphere;91.5%
With acetic acid at 20℃; for 1.5h; Cooling with ice;89%
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Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 24h; Inert atmosphere;91%
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Conditions
ConditionsYield
Stage #1: ursonic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 2-chloro-N-(3-methoxyphenyl)acetamide With potassium iodide In N,N-dimethyl-formamide at 20℃; for 12h;		88.6%
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Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; Alkaline conditions;88%
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2-chloro-N-(3-methoxyphenyl)acetamide

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Conditions
ConditionsYield
Stage #1: 4-(4-hydroxybenzylidene)-1-(3-methoxyphenyl)-2-phenyl-1H-imidazol-5(4H)-one With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;
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Conditions
ConditionsYield
In acetone for 2h; Heating;86%
With benzene
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Conditions
ConditionsYield
With potassium carbonate In acetone for 3h; Reflux;86%
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Conditions
ConditionsYield
In methanol Reflux;85%
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Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 130℃; for 0.166667h; Microwave irradiation;84%
Raw Materials
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Specification

The Acetamide,2-chloro-N-(3-methoxyphenyl)-, with the CAS registry number 17641-08-6, has the systematic name of 2-chloro-N-(3-methoxyphenyl)acetamide. It is also called m-Acetanisidide, 2-chloro-. And the molecular formula of this chemical is C9H10ClNO2.

The physical properties of Acetamide,2-chloro-N-(3-methoxyphenyl)- are as following: (1)ACD/LogP: 1.80; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.8; (4)ACD/LogD (pH 7.4): 1.8; (5)ACD/BCF (pH 5.5): 13.69; (6)ACD/BCF (pH 7.4): 13.68; (7)ACD/KOC (pH 5.5): 226.43; (8)ACD/KOC (pH 7.4): 226.43; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 29.54 Å2; (13)Index of Refraction: 1.573; (14)Molar Refractivity: 52.05 cm3; (15)Molar Volume: 157.9 cm3; (16)Polarizability: 20.63×10-24cm3; (17)Surface Tension: 43.7 dyne/cm; (18)Density: 1.264 g/cm3; (19)Flash Point: 178.7 °C; (20)Enthalpy of Vaporization: 61.9 kJ/mol; (21)Boiling Point: 371.9 °C at 760 mmHg; (22)Vapour Pressure: 9.98E-06 mmHg at 25°C.

Preparation of Acetamide,2-chloro-N-(3-methoxyphenyl)-: It can be prepared by 3-methoxy-aniline and chloroacetyl chloride. The reaction will need solvent acetic aci. The reaction time is 2 hours with temperature of 15-50°C. 

Acetamide,2-chloro-N-(3-methoxyphenyl)- can be prepared by 3-methoxy-aniline and chloroacetyl chloride

Uses of Acetamide,2-chloro-N-(3-methoxyphenyl)-: It can react with piperidine to produce N-(3-methoxy-phenyl)-2-piperidin-1-yl-acetamide. This reaction will need reagent benzene.

Acetamide,2-chloro-N-(3-methoxyphenyl)- can react with piperidine to produce N-(3-methoxy-phenyl)-2-piperidin-1-yl-acetamide

You can still convert the following datas into molecular structure:
(1)SMILES: ClCC(=O)Nc1cccc(OC)c1
(2)InChI: InChI=1/C9H10ClNO2/c1-13-8-4-2-3-7(5-8)11-9(12)6-10/h2-5H,6H2,1H3,(H,11,12)
(3)InChIKey: JJNAIBJFYFWTIA-UHFFFAOYAT

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02936,